NOSTOCYCLAMIDE - A NEW MACROCYCLIC, THIAZOLE-CONTAINING ALLELOCHEMICAL FROM NOSTOC-SP-31 (CYANOBACTERIA)

被引:117
作者
TODOROVA, AK
JUTTNER, F
机构
[1] UNIV ZURICH,INST PFLANZENBIOL,LIMNOL STN,CH-8802 KILCHBERG,SWITZERLAND
[2] UNIV ZURICH,INST ORGAN CHEM,CH-8057 ZURICH,SWITZERLAND
关键词
D O I
10.1021/jo00129a032
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A new anticyanobacterial and antialgal secondary metabolite, nostocyclamide, that is also toxic against Brachionus calyciflorus has been isolated as a major component from the dinitrogen-fixing cyanobacterium Nostoc 31. Extensive H-1 and C-13 NMR and X-ray analyses proved this compound to be a cyclic peptide which has not previously been observed in other microorganisms. The planar macrocyclic structure exhibits substituted oxazole and thiazole residues that are linked by three peptide units.
引用
收藏
页码:7891 / 7895
页数:5
相关论文
共 36 条
[1]   LEAST-SQUARES ABSOLUTE-STRUCTURE REFINEMENT - PRACTICAL EXPERIENCE AND ANCILLARY CALCULATIONS [J].
BERNARDINELLI, G ;
FLACK, HD .
ACTA CRYSTALLOGRAPHICA SECTION A, 1985, 41 (SEP) :500-511
[2]  
Biemann K., 1962, MASS SPECTROMETRY
[3]  
Bloor S., 1989, J APPL PHYCOL, V1, P367, DOI DOI 10.1007/BF00003474
[4]   TANTAZOLES - UNUSUAL CYTOTOXIC ALKALOIDS FROM THE BLUE-GREEN-ALGA SCYTONEMA-MIRABILE [J].
CARMELI, S ;
MOORE, RE ;
PATTERSON, GML ;
CORBETT, TH ;
VALERIOTE, FA .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1990, 112 (22) :8195-8197
[5]   MIRABAZOLES, MINOR TANTAZOLE-RELATED CYTOTOXINS FROM THE TERRESTRIAL BLUE-GREEN-ALGA SCYTONEMA-MIRABILE [J].
CARMELI, S ;
MOORE, RE ;
PATTERSON, GML .
TETRAHEDRON LETTERS, 1991, 32 (23) :2593-2596
[6]   STRUCTURES OF NOSTOCYCLOPHANES-A-D [J].
CHEN, JL ;
MOORE, RE ;
PATTERSON, GML .
JOURNAL OF ORGANIC CHEMISTRY, 1991, 56 (14) :4360-4364
[7]  
DEMULE MCZ, 1991, CYTOBIOS, V66, P169
[8]   ON ENANTIOMORPH-POLARITY ESTIMATION [J].
FLACK, HD .
ACTA CRYSTALLOGRAPHICA SECTION A, 1983, 39 (NOV) :876-881
[9]   PRODUCTION, BY FILAMENTOUS, NITROGEN-FIXING CYANOBACTERIA, OF A BACTERIOCIN AND OF OTHER ANTIBIOTICS THAT KILL RELATED STRAINS [J].
FLORES, E ;
WOLK, CP .
ARCHIVES OF MICROBIOLOGY, 1986, 145 (03) :215-219
[10]   FISCHERELLIN, A NEW ALLELOCHEMICAL FROM THE FRESH-WATER CYANOBACTERIUM FISCHERELLA-MUSCICOLA [J].
GROSS, EM ;
WOLK, CP ;
JUTTNER, F .
JOURNAL OF PHYCOLOGY, 1991, 27 (06) :686-692